Charlottesville vacation rentals

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Top-rated vacation rentals in Charlottesville

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Cabin in Stanley

4.88 out of 5 average rating, 189 reviews

Ironside Ridge at Skyline Lakes

Modern Nordic style/themed cabin located on 2+ wooded acres with an outdoor fire pit, BBQ grill area, wrap around deck & High Speed Starlink Internet. Fully stocked kitchen, wood burning stove, firewood included, with large bedroom and open floor plan. Incredible hiking from the cabin: SNP, Big Meadows, Appalachian Trail, waterfalls, and more. Nearby fishing pond. Pets and children allowed. Leave the stress of life behind and come relax at Ironside Ridge. Superhost with 750+ Five Star reviews.

Superhost

Home in McGaheysville

4.84 out of 5 average rating, 119 reviews

Winter Retreat Near Skiing & Massanutten Fun

Breathe the mountain air of the Shenandoah Valley! Relax in our lovely home and enjoy the Massanutten Resort and Shenandoah Park. Our prime location is 5 min from hiking, adventure park, water park, horseback riding, golf course, mini golf, skiing and tubing, spa, and bumper cars. 15 min to Skyline Drive, 15 min to Shenandoah River Enjoy nearby wineries, farms, caverns. *High-speed internet, streaming services, fully equipped kitchens, and comfortable bedding. **Driveway is very steep**

Guest favorite

Home in Elkton

4.94 out of 5 average rating, 173 reviews

Hottub 5 acres, Great hiking,The best views around

Stony Creek Lookout is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains.Brand new complete renovation, modern amenities, hot tub, sizable elevated deck, video/board games, theatre room, kayaks and high quality furnishings !This extraordinary stay adjoins the Shenandoah NatlPark with the best views in the Shenandoah Valley, hike out your back door. Pet friendly, 5 min from Massanutten 4 season resort, Shenandoah River & much more. Great Wifi & cell service! 5 TVs

Guest favorite

Cabin in Shenandoah

4.92 out of 5 average rating, 368 reviews

Romantic Retreat ~Firepit & Fire place+Fast Wi-Fi

Embrace the endless beauty of the Shenandoah Valley from this private mountain retreat with stunning sunset views and endless stars. Enjoy the community's private access to the Shenandoah River. Escape the city, but still have access to our modern comforts of cell phone service and WIFI. Relax in front of the wood-burning fireplace. or just enjoy reading a book on the swing in the screened porch. Our property has one security camera and noise monitoring at the entry area of the front door.

Guest favorite

Cabin in Stanley

4.98 out of 5 average rating, 178 reviews

Stunning Mountain Views in Luxurious Log Home!

Perfect for couples or families wanting STUNNING MOUNTAIN VIEWS (from the cabin & from the hot tub) in the ideal location. Romantic, luxurious & immaculately clean custom cabin, fully equipped w/all pine interior. Super close to Shen Natl Park/Skyline Drive, Luray Caverns, unique shops & markets, restaurants, horseback riding, fishing, golf, wineries/breweries, historic sites, Shenandoah River, Lake Arrowhead & the slopes of Massanutten Resort! Find us at LURAY MOUNTAIN CABINS for SPECIALS!

Guest favorite

Cabin in Shenandoah

4.79 out of 5 average rating, 455 reviews

Shenandoah Sunsets~Breathtaking Views~ New Hot Tub

*Weekends fill fast, but we have great weekday rates! --Breathtaking mountain top cabin with private river access • 180 degree sunset views from 4 decks • Minutes from downtown Luray & Massanutten Resort • Backs to 400 acres of private woodlands • Fully equipped & stocked kitchen • Gas Fireplace • Grill • Onsite washer & dryer • Queen sofa bed • Foosball table • Satellite internet • Smart TVs • Paved driveway • Extensive DVD collection + games • Come feel the amazing mountain top breezes

Guest favorite

Home in McGaheysville

4.78 out of 5 average rating, 128 reviews

Paradise Resort at Massanutten

Paradise on the mountain top. A Massanutten, VA location, a country feel with modern style. Located inside Massanutten Village about a mile from the gated entrance into the Massanutten Resort. Sun room with view of the surrounding mountain. Relax as you take in the scenery. Don’t forget a day trip or half day trip on beautiful Skyline drive. Outdoor swimming pool available during the summer. Small family reunions, Corporate work-groups needing extended stays, ALL WELCOMED!!

Guest favorite

Cabin in Afton

4.97 out of 5 average rating, 196 reviews

Inn at the Woods: Updated Cabin w/Mountain Views

Fall in love with the charm of this recently updated ‘Hansel & Gretel’ style cabin located on Castle Rock Mountain. This cabin has 3 bedrooms + a loft, with a total of 4 queen beds. Hike and explore the 20+ acres or relax on the large multi-tiered deck and fire-pit area while soaking in the mountain sunsets. Enjoy nearby dining, breweries, or wineries, the historical town of Charlottesville, or spa, golf, tennis, and skiing at the Wintergreen Resort - both just a short drive away.

Guest favorite

Condo in Wintergreen Resort

4.94 out of 5 average rating, 125 reviews

BlueRidge Getaway- Dog Friendly

Relax and enjoy spectacular top-floor mountain views from the deck. This recently renovated unit is at the top of the mountain close to many hiking trails. Visit the Wintergreen village, with its restaurants and shops, with a 5 minute drive or an easy hike through the woods. You also have access to Rhodes Farm and Chestnut Hills pool. This condo is convenient to Devils Backbone, Bold Rock, and the litany of other breweries, cideries, distilleries, and restaurants. Dogs welcome!

Guest favorite

Home in McGaheysville

4.92 out of 5 average rating, 144 reviews

Pleasant Place near Massanutten Resort!

Located near Massanutten Four Season Resort, Pleasant Place offers everything you need for a comfortable stay. Whether you are looking for a weekend getaway or new views for your telework station, this property has it all. With an abundance of light, an outdoor firepit, and full deck dining, you are sure to get some much-needed relaxation in the mountains. Minutes away from Massanutten Ski Lodge, two 18-hole golf courses, year round indoor/outdoor water park, and more!

Guest favorite

Cottage in Shenandoah

4.96 out of 5 average rating, 180 reviews

Cozy Cottage Retreat: SNP, Luray Caverns, River

Clean & cozy cottage conveniently located in the town of Shenandoah. Guest love the central location to Shenandoah National Park via Elkton Swift Run (12 miles) or Luray Thornton Gap (28 miles), Luray Caverns (15 mi), Massanutten Resort (9 mi), and a short drive to local colleges like JMU, EMU, and Bridgewater College. Walking distance to Shenandoah River, a public boat landing, local stores and small parks. Please check out our reviews to see what guest have to say.

Guest favorite

Cottage in Crozet

4.88 out of 5 average rating, 246 reviews

A-Frame Pawpaw 2 BR Cabin, Lake, Hike & Canoe

Eco-friendly cottage overlooks lake in mountains 1 BD w/ queen, ladder to sleeping loft w/ two twins, double futon in living-room. Bath with tub. Deck with charcoal grill. Only a few yards from water’s edge. Onsite walking trails with mountain bikes, canoes, and fishing. Family friendly! Pets welcome with additional $50 fee for the first pet, $25 for an additional pet. Wi-Fi in this cottage sometimes needs owner to reset. Near the Shenandoah National Park!

Popular amenities for Charlottesville vacation rentals

Stay near Charlottesville's top sights

UVA University Hospital21 locals recommend
Monticello634 locals recommend
Downtown Mall291 locals recommend
University of Virginia251 locals recommend
John Paul Jones Arena60 locals recommend
Mas160 locals recommend

Quick stats about vacation rentals in Charlottesville

  • Total rentals

    970 properties

  • Total number of reviews

    62K reviews

  • Family-friendly rentals

    520 properties are a good fit for families

  • Pet-friendly rentals

    290 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

Frequently Asked Questions

  • How is the weather in Charlottesville?

    Charlottesville experiences four distinct seasons. Summers are hot, with temperatures often reaching 86°F (30°C), while winters can be cold, with temperatures averaging around 32°F (0°C). Spring and fall are mild and popular times to visit due to the pleasant weather and colorful foliage.

  • What are some of the best things to do in Charlottesville?

    In Charlottesville, you can explore history at Monticello, enjoy a walk at the Downtown Mall, or hike on the Rivanna Trail. Visiting the University of Virginia campus or spending a day at Chris Greene Lake Park are also popular activities.

  • What is the best time of year to visit Charlottesville?

    The most popular times to visit Charlottesville are spring and fall when the weather is pleasant and the foliage is vibrant. The Virginia Festival of the Book in March and the Charlottesville City Market, a weekly event from April to December, draw numerous visitors.

  • What are the best places to stay in Charlottesville?

    Explore the Downtown Mall area for its lively vibe, historic charm, and proximity to restaurants and shops. The Belmont neighborhood, known for its eclectic mix of homes and eateries, is another popular choice. If you prefer quieter surrounds, consider staying in the residential area of North Downtown, which is still within walking distance of the city center.

  • What are the best places to visit in Charlottesville?

    Charlottesville has many popular attractions including the historic University of Virginia campus, Monticello - home of Thomas Jefferson, and the Downtown Mall, a pedestrian-friendly shopping and dining area. For nature lovers, the Carter Mountain Orchard and Shenandoah National Park are also frequently suggested.

  • What are some hiking trails in Charlottesville?

    You can explore the Rivanna Trail, a 32 km loop that encircles the city, offering varied terrains and beautiful vistas. For a shorter trek, consider the Saunders-Monticello Trail, a 6.4 km path with a boardwalk through the woods. Nature lovers might also enjoy the Ivy Creek Natural Area, a 240-acre preserve with 11 km of trails through forests, fields, and along the waterfront.

  • What are some family activities to do in Charlottesville?

    For a family-friendly day, explore the Virginia Discovery Museum or have some fun at the Charlottesville Ice Park. You can also visit the Virginia Museum of Natural History. Enjoy an afternoon at Chris Greene Lake Park, where you can swim, fish, or have a picnic.

  • What are some of the best day trip ideas in Charlottesville?

    For day trips, consider exploring the natural beauty of Shenandoah National Park or the Luray Caverns, both within a two-hour drive. History buffs might enjoy a trip to Richmond, the capital of Virginia, which is about 1 hour and 20 minutes away by car.

  • Are there vacation rentals with a dedicated workspace in Charlottesville?

    Yes! Work meets play with ease at over 510 vacation rentals in Charlottesville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in bed and breakfast rentals in Charlottesville?

    Experience the best of Charlottesville with our bed and breakfast rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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